In the bustling heart of New York City, a cynical talent agent named Monty, played by Paul Ben-Victor, finds his life turned upside down by an unexpected inheritance. The catch? To claim his fortune, he must reconnect with the estranged Jewish family he left behind years ago. Thrust back into a world of tradition and meddling relatives, including his sharp-witted grandmother portrayed by Carol Kane, Monty navigates a series of comically awkward and emotionally charged situations. Along the way, he encounters a vibrant cast of characters, from a potential romantic interest, Natasha Henstridge, to the spirited Kelly Osbourne, all while being guided—and often misguided—by figures like his gruff but caring mentor, Edward Asner. This heartfelt dramedy from director Marc Bennett blends sharp humor with genuine pathos as Monty is forced to confront his past, his identity, and the true meaning of family, discovering that the life he ran from might just be the one he needs.